Land with Home for Sale in Longwood, Florida

One or more photo(s) has been virtually staged. Looking for a private, multi-acre estate with the flexibility to expand or create a true live/work compound? Welcome to the prestigious Markham Woods Corridor—often referred to as “Millionaire’s Row”—where this exceptional 5+ acre gated estate delivers both luxury and opportunity. Set on a cleared, high-and-dry homesite with potential to subdivide, this property offers rare freedom with no HOA restrictions and dual private gated entrances off Markham Woods Road. The beautifully renovated main residence spans nearly 5,600 square feet and is designed for both grand entertaining and multi-generational living. With up to 7 bedrooms (including 5 en-suites) and 8 bathrooms, the layout provides exceptional flexibility. Three spacious primary suites feature private baths and large walk-in closets, while a separate in-law suite offers its own entrance, living area, kitchenette, and full bath—ideal for extended family or private guests. At the heart of the home, the expansive kitchen is appointed with granite countertops, a large center island, stainless steel built-in appliances, abundant cabinetry, and a generous walk-in pantry. A formal dining hall accommodates large gatherings, while multiple living areas—including a private office with separate entry—offer versatility for both residential and professional use. The estate truly shines when it comes to entertainment. A massive media and performance room features a $30,000 state-of-the-art automated LED lighting system, multiple displays, a wet bar, and a dedicated stage—creating a one-of-a-kind experience rarely found in residential properties. Step outside to a brick paver outdoor living area complete with a full summer kitchen, including gas burners, grill, and a wood-fired pizza oven—perfect for hosting on any scale. Adding even more value, a detached apartment building includes a full kitchen, three additional bedrooms, a full bath, and multiple storage areas—ideal for guests, staff, or income-producing opportunities. Zoned to allow horses and offering ample space for boats, RVs, and recreational vehicles, this property is perfectly suited for a variety of uses, including a private estate, multi-generational compound, guest retreat, or even an upscale assisted living or group home setting. Conveniently located near Heathrow shopping and dining, major roadways including I-4, top-rated schools, area golf courses, and just 30 minutes from Orlando and the East Coast beaches, this is a rare opportunity to own a truly versatile Central Florida estate. This is more than a home—it’s a lifestyle and an investment in possibilities. Schedule your private showing today.